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598-10-7

Basic Information
CAS No.: 598-10-7
Name: 1,1-Cyclopropanedicarboxylic acid
Article Data: 32
Molecular Structure:
Molecular Structure of 598-10-7 (1,1-Cyclopropanedicarboxylic acid)
Formula: C5H6O4
Molecular Weight: 130.1
Synonyms: Cyclopropane-1,1-dicarboxylic acid;1,1-Cyclopropane dicarboxylic acid;Cyclopropane-1,1-dicarboxylic acid;
EINECS: 209-917-2
Density: 1.708 g/cm3
Melting Point: 134-136 °C(lit.)
Boiling Point: 371.307 °C at 760 mmHg
Flash Point: 192.54 °C
Solubility: Soluble in water
Appearance: white to almost white crystalline powder
Hazard Symbols: IrritantXi, CorrosiveC
Risk Codes: 36/37/38-34
Safety: 26-45-36/37/39
Transport Information: UN 3261 8/PG 2
PSA: 74.60000
LogP: -0.06420
Synthetic route
1634-04-4

tert-butyl methyl ether

598-10-7

cyclopropane-1,1-dicarboxylic acid

Conditions
ConditionsYield
In water90.7%
1247181-41-4

C13H14O5

1247181-42-5

C13H14O5

A

93-56-1

phenylethane 1,2-diol

B

598-10-7

cyclopropane-1,1-dicarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide at 60℃; for 4h;A 89%
B 87%
6914-71-2

dimethyl 1,1-cyclopropanedicarboxylate

A

598-10-7

cyclopropane-1,1-dicarboxylic acid

B

113020-21-6

1,1-cyclopropanedicarboxylic acid monomethyl ester

Conditions
ConditionsYield
With sodium hydroxide In water at 40℃; for 2h;A 11.6%
B 87%
106-93-4

ethylene dibromide

105-53-3

diethyl malonate

598-10-7

cyclopropane-1,1-dicarboxylic acid

Conditions
ConditionsYield
With benzyltrimethylammonium chloride; sodium hydroxide In water at 20℃; for 2h;78%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 20℃; for 2h;78%
Stage #1: diethyl malonate With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide at 20℃; for 0.166667h;
Stage #2: ethylene dibromide at 20℃;
76.1%
6947-77-9

pyrimidine-5-spirocyclopropane-2,4,6(1H,3H,5H)-trione

598-10-7

cyclopropane-1,1-dicarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide at 85℃; for 4h;77%
1559-02-0

diethyl cyclopropane-1,1-dicarboxylate

598-10-7

cyclopropane-1,1-dicarboxylic acid

Conditions
ConditionsYield
Stage #1: diethyl cyclopropane-1,1-dicarboxylate With sodium hydroxide
Stage #2: With hydrogenchloride In water
50%
Stage #1: diethyl cyclopropane-1,1-dicarboxylate With sodium hydroxide
Stage #2: With hydrogenchloride; water
50%
With barium dihydroxide
124-38-9

carbon dioxide

110419-17-5

lithium α-lithiocyclopropanecarboxylate

598-10-7

cyclopropane-1,1-dicarboxylic acid

Conditions
ConditionsYield
-20 deg C to room temp., 1 h;22%
1558-81-2

1-carbethoxy-1-cyanocyclopropane

598-10-7

cyclopropane-1,1-dicarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide
Multi-step reaction with 2 steps
1: methanolic-aqueous KOH-solution
2: aqueous KOH-solution
View Scheme
1558-81-2

1-carbethoxy-1-cyanocyclopropane

A

598-10-7

cyclopropane-1,1-dicarboxylic acid

B

6914-75-6

Cyclopropan-1-carbonsaeureethylester-1-carbonsaeureamid

Conditions
ConditionsYield
With potassium hydroxide; dihydrogen peroxide
6914-79-0

1-cyano-cyclopropanecarboxylic acid

598-10-7

cyclopropane-1,1-dicarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide
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Specification

1,1-Cyclopropanedicarboxylic acid is an organic compound with the formula C5H6O4, and its systematic name is the same with the product name. With the CAS registry number 598-10-7, it is also named as Cyclopropane-1,1-dicarboxylic acid. It belongs to the product categories of Carboxylic Acids; Organic acids; Cyclopropanes; Simple 3-Membered Ring Compounds; Carboxylic Acids; Ring Systems; C1 to C5; Carbonyl Compounds. Its EINECS number is 209-917-2. In addition, the molecular weight is 130.10.

Physical properties of 1,1-Cyclopropanedicarboxylic acid are: (1)ACD/LogP: -0.768; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.69; (4)ACD/LogD (pH 7.4): -5.50; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 74.6 Å2; (13)Index of Refraction: 1.597; (14)Molar Refractivity: 25.955 cm3; (15)Molar Volume: 76.169 cm3; (16)Polarizability: 10.289×10-24cm3; (17)Surface Tension: 100.657997131348 dyne/cm; (18)Density: 1.708 g/cm3; (19)Flash Point: 192.54 °C; (20)Enthalpy of Vaporization: 67.902 kJ/mol; (21)Boiling Point: 371.307 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation: this chemical can be prepared by 5,7-diaza-spiro[2.5]octane-4,6,8-trione at the temperature of 85 °C. This reaction will need reagent 0.2 N NaOH with the reaction time of 4 hours. The yield is about 77%.

1,1-Cyclopropanedicarboxylic acid can be prepared by 5,7-diaza-spiro[2.5]octane-4,6,8-trione at the temperature of 85 °C

Uses of 1,1-Cyclopropanedicarboxylic acid: it can be used to produce 1,1-Bis(trifluormethyl)cyclopropan at the temperature of 120 °C. It will need reagent SF4 with the reaction time of 24 hours. The yield is about 59%.

1,1-Cyclopropanedicarboxylic acid can be used to produce 1,1-Bis(trifluormethyl)cyclopropan at the temperature of 120 °C

When you are using this chemical, please be cautious about it as the following:
This chemical can cause burns. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)C1(C(=O)O)CC1
(2)Std. InChI: InChI=1S/C5H6O4/c6-3(7)5(1-2-5)4(8)9/h1-2H2,(H,6,7)(H,8,9)
(3)Std. InChIKey: FDKLLWKMYAMLIF-UHFFFAOYSA-N